An antibiotic
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L-681,217

Item No. 26689

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2E,4E,6E)-7-((2S,3S,5R)-3-hydroxy-5-((2S,3S,4E,6E)-3-methoxy-4-methyl-8-((2S)-2-((2S,4S,6S)-2,4,5-trihydroxy-5-methyl-6-((1Z,3Z)-penta-1,3-dien-1-yl)tetrahydro-2H-pyran-2-yl)butanamido)octa-4,6-dien-2-yl)tetrahydrofuran-2-yl)hepta-2,4,6-trienoic acid
Molecular Formula
C36H53NO10
Formula Weight
659.8
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: SolubleDMSO: SolubleEthanol: SolubleMethanol: Soluble
SMILES
C[C@H]([C@H](OC)/C(C)=C/C=C/CNC([C@@H](CC)[C@@]1(O)O[C@](/C=C\C=C/C)([H])C(C)(O)[C@@H](O)C1)=O)[C@]2([H])O[C@](/C=C/C=C/C=C/C(O)=O)([H])[C@@H](O)C2
InChi Code
InChI=1S/C36H53NO10/c1-7-9-12-19-31-35(5,43)30(39)23-36(44,47-31)26(8-2)34(42)37-21-16-15-17-24(3)33(45-6)25(4)29-22-27(38)28(46-29)18-13-10-11-14-20-32(40)41/h7,9-20,25-31,33,38-39,43-44H,8,21-23H2,1-6H3,(H,37,42)(H,40,41)/b9-7-,11-10+,16-15+,18-13+,19-12-,20-14+,24-17+/t25-,26+,27-,28-,29+,30-,31-,33+,35?,36-/m0/s1
InChi Key
OSKAZZUZQORABG-IGYSWXMMSA-N
Origin
Bacterium/Streptomyces sp. MST-AS5568
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    L-681,217 is an antibiotic originally isolated from S. cattleya.1 It is active against Gram positive and Gram negative bacteria when used at a concentration of 255 µg/ml. L-681,217 inhibits bacterial protein synthesis at the elongation stage, completely inhibiting poly(U)-dependent poly(Phe) synthesis (EC50 = 0.4 µM) and increasing elongation factor Tu (EF-Tu)-associated GTPase activity in E. coli (EC50 = 6 µM).2 It does not inhibit poly(U)-dependent poly(Phe) synthesis in S. aureus (EC50 = >1,000 µM).

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kempf, A.J., Wilson, K.E., Hensens, O.D., et al. L-681,217, a new and novel member of the efrotomycin family of antibiotics. J. Antibiot. (Tokyo) 39(10), 1361-1367 (1986).

    2. Hall, C.C., Watkins, J.D., and Georgopapadakou, N.H. Effects of elfamycins on elongation factor Tu from Escherichia coli and Staphylococcus aureus. Antimicrob. Agents Chemother. 33(3), 322-325 (1989).